Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:37:43 UTC
Update Date2021-10-13 06:36:07 UTC
HMDB IDHMDB0033854
Secondary Accession Numbers
  • HMDB33854
Metabolite Identification
Common NameIsoprenyl alcohol
DescriptionIsoprenyl alcohol, also known as CH2=chc(CH3)2oh or methylbutenol, belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H). Isoprenyl alcohol is an earthy, herbal, and oily tasting compound. isoprenyl alcohol has been detected, but not quantified, in a few different foods, such as blackcurrants, citrus, and fruits. This could make isoprenyl alcohol a potential biomarker for the consumption of these foods. A tertiary alcohol that is 3-methylbut-1-ene carrying a hydroxy substituent at position 3.
Structure
Data?1563862471
Synonyms
ValueSource
1,1-Dimethyl-2-propen-1-olChEBI
1,1-Dimethyl-2-propenolChEBI
1,1-Dimethyl-2-propenyl alcohoChEBI
1,1-Dimethylallyl alcoholChEBI
2-Methyl but-3-ene-2-olChEBI
2-Methyl-2-hydroxy-3-buteneChEBI
2-Methyl-3-buten-2-olChEBI
2-Methyl-3-buten-2-yl alcoholChEBI
3-Hydroxy-3-methyl-1-buteneChEBI
3-Hydroxy-3-methylbuteneChEBI
3-Methyl-1-buten-3-olChEBI
alpha,alpha-Dimethylallyl alcoholChEBI
CH2=chc(CH3)2ohChEBI
DimethylvinylcarbinolChEBI
DimethylvinylmethanolChEBI
MethylbutenolChEBI
VinyldimethylcarbinolChEBI
a,a-Dimethylallyl alcoholGenerator
Α,α-dimethylallyl alcoholGenerator
1, 1-Dimethyl-2-propenolHMDB
1, 1-Dimethylallyl alcoholHMDB
1,1-Dimethyl-2-propanolHMDB
1,1-Dimethylallyl alcholHMDB
2-Methyl-3-butene-2-olHMDB
2-Methylbut-3-en-2-olHMDB
3-Butyn-2-ol, 2-methyl- (8ci,9ci)HMDB
3-Methyl-1-butene-3-olHMDB
3-Methyl-buten-(1)-ol-(3)HMDB
3-Hydroxy-3-methylbutene, titanium saltMeSH, HMDB
3-Hydroxy-3-methylbutene, tantalum saltMeSH, HMDB
3-Hydroxy-3-methylbutene, aluminum saltMeSH, HMDB
3-Hydroxy-3-methylbutene, geranium (4+) saltMeSH, HMDB
3-Hydroxy-3-methylbutene, niobium (5+) saltMeSH, HMDB
Isoprenyl alcoholChEBI
Chemical FormulaC5H10O
Average Molecular Weight86.1323
Monoisotopic Molecular Weight86.073164942
IUPAC Name2-methylbut-3-en-2-ol
Traditional Name3-buten-2-ol, 2-methyl-
CAS Registry Number115-18-4
SMILES
CC(C)(O)C=C
InChI Identifier
InChI=1S/C5H10O/c1-4-5(2,3)6/h4,6H,1H2,2-3H3
InChI KeyHNVRRHSXBLFLIG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tertiary alcohols. Tertiary alcohols are compounds in which a hydroxy group, -OH, is attached to a saturated carbon atom R3COH (R not H ).
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassAlcohols and polyols
Direct ParentTertiary alcohols
Alternative Parents
Substituents
  • Tertiary alcohol
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateLiquid
Experimental Molecular Properties
PropertyValueReference
Melting Point-28 °CNot Available
Boiling Point97.00 to 99.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility1000 mg/mLNot Available
LogP0.892 (est)The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility29.4 g/LALOGPS
logP10(1.2) g/LALOGPS
logP10(0.91) g/LChemAxon
logS10(-0.47) g/LALOGPS
pKa (Strongest Acidic)17.84ChemAxon
pKa (Strongest Basic)-1.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity26.48 m³·mol⁻¹ChemAxon
Polarizability10.07 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+116.21931661259
DarkChem[M-H]-111.70131661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Isoprenyl alcohol,1TMS,#1C=CC(C)(C)O[Si](C)(C)C755.8Semi standard non polarhttps://arxiv.org/abs/1905.12712
Isoprenyl alcohol,1TBDMS,#1C=CC(C)(C)O[Si](C)(C)C(C)(C)C986.5Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Isoprenyl alcohol GC-MS (Non-derivatized) - 70eV, Positivesplash10-0adl-9000000000-d70a3ec2038d4a4bacff2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoprenyl alcohol GC-MS (1 TMS) - 70eV, Positivesplash10-009f-9300000000-efc01b641b807f346e9a2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Isoprenyl alcohol GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-00dl-9000000000-8dbe4fbdeca8fb3eb68e2015-03-01Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 10V, Negative-QTOFsplash10-000i-9000000000-91737f48e8c01dd76f402016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 20V, Negative-QTOFsplash10-00kr-9000000000-7258d8b666127480a11f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 40V, Negative-QTOFsplash10-014i-9000000000-5c162d0dd2c1dc8d99ed2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 10V, Negative-QTOFsplash10-000i-9000000000-2091e44a102d8284a8132021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 20V, Negative-QTOFsplash10-000i-9000000000-16e831cea0512cdc6efd2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 40V, Negative-QTOFsplash10-0uxr-9000000000-7b6ecebd059861a614c82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 10V, Positive-QTOFsplash10-014i-9000000000-86a9d9f2cfe6736f75f52016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 20V, Positive-QTOFsplash10-014i-9000000000-1d12d0cf92a49c0e52052016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 40V, Positive-QTOFsplash10-0uxr-9000000000-832cf6ed4f4d380850212016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 10V, Positive-QTOFsplash10-014i-9000000000-50a1a2960709c5f19bef2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 20V, Positive-QTOFsplash10-014l-9000000000-a45a5647a91fd1bb55a82021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Isoprenyl alcohol 40V, Positive-QTOFsplash10-0uxr-9000000000-676ad0e6fda3b7b197752021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012034
KNApSAcK IDC00035905
Chemspider ID7959
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound8257
PDB IDNot Available
ChEBI ID132752
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1040251
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .